371 Bayside AVE Naples, FL $ 5,900,000
371 Bayside AVE
$ 5,900,000
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371 Bayside AVE

Naples, FL, 34108
$ 5,900,000
Bedrooms4 Baths4.0 Sq 3,447

Monthly Estimate*

$ 36,327

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Single Family Home for sale in Naples, FL

for $5,900,000 with 4 bedrooms and 4 full baths. This 3,447 square foot home was built in 1998 on a lot size of 0.58.

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

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Single Family Active

Price

$ 5,900,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 24,468

Style

Multi-Story Home,Single Family

Lot Size

0.58

Year Built

1998

Town/City

Naples

County/Region

Collier

MLS | Web ID

225072095

Features
Interior
Interior Amenities Built-In Cabinets Pull Down Stairs Smoke Detectors Vaulted Ceiling(s) Volume Ceiling Walk-In Closet(s) Wet Bar Window Coverings Zero/Corner Door Sliders
Flooring Concrete Tile Wood
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Window Coverings
Fireplace Y/N N
Half Baths 0
Laundry Features Laundry in Residence
Total Bedrooms 4
Total Baths 4
Dining Room Features Breakfast Bar Dining - Family Eat-in Kitchen Formal
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General
Heating Central Electric
Cooling Ceiling Fan(s) Central Electric
Roof Metal
Appliances Electric Cooktop Dishwasher Disposal Microwave Refrigerator/Freezer Self Cleaning Oven Washer
HOA Fee 0
Garage Spaces 4
Gas Y/N Propane
Patio/Porch Features Deck
Architectural Style Multi-Story Home Single Family
Pool Features Below Ground Concrete Equipment Stays Electric Heat
Security Features Smoke Detector(s)
Construction Materials Concrete Block Poured Concrete Wood Frame Stucco Vinyl Siding
Pets Allowed Yes
Year Built 1998
View Bay Gulf and Bay Partial Gulf
Levels 2
Property Subtype Single Family Residence
Tax Year 2023
Waterfront Features Bay Canal Front Intersecting Canal Navigable Seawall
Community Features Fishing Street Lights
County Collier
New Construction N
Property Type Residential
Association Amenities Fish Cleaning Station Fishing Pier Internet Access Streetlight Underground Utility
HOA N
Attached Garage Y
Subdivision Name CONNERS
Garage Y/N Y
Building Features DSL/Cable Available
Other Structures Boat House
Total Rooms 10
Full Baths 4
Status Active
High School BARRON COLLIER HIGH SCHOOL
City NAPLES
Senior Community Y/N N
Number Of Units Total 1
MLS Area VANDERBILT BEACH
Lot Size Units Acres
Lot Size Square Feet 25265
Carport Spaces 0
Carport Y/N N
Spa Features Below Ground Equipment Stays Heated Electric Jetted Tub
Elementary School NAPLES PARK ELEMENTARY SCHOOL
Land Lease Y/N N
Tax Annual Amount 24468.43
Middle/Junior High School PINE RIDGE MIDDLE SCHOOL
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Structure Type House
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Virtual Tour https://galleries.page.link/HjpZt
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Exterior
Exterior Amenities Boat Canopy/Cover Boat Dock Private Boat Lift Boat Slip Composite Dock Dock Included Elec Avail at dock Hoist/Davit Water Avail at Dock Wooden Dock Balcony Screened Balcony Screened Lanai/Porch Outdo
Parking Features Circular Driveway Attached
Lot Features Cul-De-Sac Oversize
Water Source Central
Total Parking 4
Lot Size Area 0.58
Foundation Details Concrete Block Poured Concrete
Park Name VANDERBILT BEACH
Spa Y
Building Area Total 11087
Lot Size Acres 0.58
Frontage Type Bay/Harbor
Waterfront Y/N Y
Covered Spaces 4
Door Features Zero/Corner Door Sliders
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 371
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* Excluded Features
List By
Compass Florida Llc

Broker

Affordability Calculator

$38,366
Per Month
95%
5%
0%
Monthly Principal & Interest
$36,327
Monthly Property Taxes
$2,039
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1022759 Elementary School
1022831 Middle School
Barron Collier High School High School
Pricing History
DatePricePrice ChangeDescription
1/23/2026$5,900,000 -4.84% Price Down
9/30/2025$6,200,000 Listed Price

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371 Bayside AVE, Naples, FL, 34108 is a Single Family Home for sale at $5,900,000 with 3,447 sqft and a lot size of 0.58. 371 Bayside AVE has 4 bedrooms, 4.0 baths, and was built in 1998. The property's zip code is 34108 which is in Naples, FL